节点文献

电化学双氧化策略实现从硫醚到α-氯代亚砜的合成(英文)

Electrochemical dual-oxidation strategy enables access to α-chlorosulfoxides from sulfides

  • 推荐 CAJ下载
  • PDF下载
  • 不支持迅雷等下载工具,请取消加速工具后下载。

【作者】 王华敏余明明张盘月万好丛恒将雷爱文

【Author】 Huamin Wang;Mingming Yu;Panyue Zhang;Hao Wan;Hengjiang Cong;Aiwen Lei;The Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences, Wuhan University;National Research Center for Carbohydrate Synthesis, Jiangxi Normal University;Department of Chemical and Materials Engineering, King Abdulaziz University;

【通讯作者】 雷爱文;

【机构】 The Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences, Wuhan UniversityNational Research Center for Carbohydrate Synthesis, Jiangxi Normal UniversityDepartment of Chemical and Materials Engineering, King Abdulaziz University

【摘要】 电化学通过发展新的反应途径解决了合成化学中棘手的挑战,为分子的构建提供了一个强大的工具.本文发展了一种电化学选择性双氧化策略,以盐酸为双功能化试剂实现了从硫醚合成α-氯代亚砜.该策略底物范围广、具有高非对映选择性和区域选择性.重要的是,对氨基酸和药物衍生物的后期修饰进一步突出了该策略的实用性.此外,机理研究表明,阳极的双氧化过程是该选择性转化成功的关键.这种电化学双氧化策略可能具有广谱性,预计该策略在许多化学领域具有广泛应用.

【Abstract】 Electrochemistry contributes a strong tool for the manufacture of molecules, addressing intractable challenges in synthetic chemistry by enabling innovative reaction pathways. Herein, a bifunctional reagent,aqueous hydrochloric acid, is used to establish an electrochemical selective dual-oxidation approach that gives access to α-chlorosulfoxides from sulfides. This strategy presents broad substrate scope, high diastereoselectivity, and regioselectivity. The late-stage modification of amino acids and pharmaceutical derivatives further highlights the utility. Furthermore, detailed mechanistic studies reveal that the key success for this selective chemical transformation is the dual-oxidation process at the anode. This electrochemical dual-oxidation strategy may have wide universality; we anticipate diverse applications of this protocol across the many fields of chemistry.

【基金】 supported by the National Natural Science Foundation of China (22031008);Science Foundation of Wuhan (2020010601012192);The Program of Introducing Talents of Discipline to Universities of China (111 Program) is also appreciated
  • 【文献出处】 Science Bulletin ,科学通报(英文版) , 编辑部邮箱 ,2022年01期
  • 【分类号】O621.25
  • 【被引频次】1
  • 【下载频次】105
节点文献中: 

本文链接的文献网络图示:

本文的引文网络